SW Financial Services Co. v. The Cornerstone Insurance Group, LLC, AssuredPartners Cornerstone, LLC

District Court, N.D. Illinois·Decided June 4, 2026·No. 1:25-cv-09303·Unknown

Opinion

UNITED STATES DISTRICT COURT NORTHERN DISTRICT OF ILLINOIS EASTERN DIVISION SW FINANCIAL SERVICES CO., ) ) Plaintiff, ) ) v. ) No. 1:25 C 9303 ) THE CORNERSTONE INSURANCE ) Judge Rebecca R. Pallmeyer GROUP, LLC, ASSUREDPARTNERS ) CORNERSTONE, LLC, ) ) Defendants. ) MEMORANDUM OPINION AND ORDER Relying on the advice of its insurance brokers—Defendants AssuredPartners Cornerstone and Cornerstone Insurance Group—in 2019, Plaintiff SW Financial Services (“SW Financial”) hired third-party Paradigm Health Group to help manage Plaintiff’s self-funded insurance plan. Two years later, Plaintiff decided to end its relationship with Paradigm. Defendants advised Plaintiff to make a refundable $1.5 million deposit with Paradigm to fund outstanding claims that had not yet been paid. Plaintiff paid the amount, but later discovered that the payment was unnecessary. Efforts to recover a refund from Paradigm itself failed. In this action under the court’s diversity jurisdiction, Plaintiff alleges that Defendants negligently misled SW Financial by directing it to make the payment, leading to a $1.5 million loss. Plaintiff asserts Illinois tort and contract law claims, and Defendants have moved to dismiss [45] the complaint as untimely. As explained below, the motion is granted and the complaint is dismissed without prejudice. BACKGROUND The facts laid out below are taken from the First Amended Complaint (“FAC”) [44], which the court accepts as true at the pleading stage. See Ruiz v. Pritzker, 162 F.4th 886, 889 (7th Cir. 2025). This case concerns a complex commercial dispute between SW Financial and Defendants. The operative complaint is short and sparse on detail, but as the court understands the allegations, Defendants are insurance brokers that “specialize[] in employee benefits, property and casualty, and risk management.” (FAC [44] ¶¶ 2, 3.) They hold themselves out as “experts in the field of self-funded health plans,” and claim on their website that they “combine[] local and national professionals to ensure [employers] realize the maximum return on [their] healthcare investment.” (Id. ¶ 12.) According to the FAC, Plaintiff entered into an oral agreement1 under which Defendants agreed to provide a variety of services related to SW Financial’s deals with third-party Paradigm Health Group, LLC (“Paradigm”), a company that “provided a self-funded health benefits program for the benefit of [SW Financial’s] employees.”2 (Id. ¶ 8.) Under the terms of this deal, Defendants agreed to serve as Plaintiff’s agent in all dealings with Paradigm; to coordinate Plaintiff’s insurance “needs and preferences”; to provide advice to Plaintiff about the plan; and to use “their expertise to prevent overcharges and overpayments.” (Id. ¶ 13.) Plaintiff never communicated with Paradigm directly, and instead conducted all of its business with Paradigm using Defendants as intermediaries.3 (Id. ¶ 14.) On February 1, 2019, Plaintiff entered into a contract with Paradigm to “implement and administer” a “self-funded health benefits program for the benefit of Plaintiff’s employees and their dependents.” (Id. ¶¶ 7–10.) The circumstances of this deal, as well as its origin, are not alleged in the complaint. Because Plaintiff claims that it never communicated with Paradigm directly, the court assumes that Defendants negotiated the contract on behalf of Plaintiff, and that Plaintiff

1 Neither party has asserted, at least not at this early stage, that this agreement is invalid under the statute of frauds.

2 The court understands a self-funded health insurance plan to be one that is fully paid for by the employer itself. Paradigm’s exact role in this process is somewhat unclear—the complaint says only that Paradigm “implement[s] and administer[s] the Plan.” (FAC [44] ¶¶ 8– 10.) The court assumes that Paradigm pays healthcare providers and manages claims on behalf of SW Financial, the self-insured employer.

3 The complaint is silent as to when Plaintiff’s relationship with Defendants began. Because the agreement with Paradigm was signed on February 1, 2019, the court assumes that the contract between Plaintiff and Defendants was consummated sometime prior to that date. signed the agreement on the advice of Defendants. In this contract, Paradigm agreed to “provide, or cause to be provided by or through its service vendors” those “services as are necessary . . . to implement, supervise, and administer the Plan.” (Client Service Agreement [44-1] at 2.) Relevant here, Paradigm also agreed to place a stop-loss insurance policy that provided “specific stop loss coverage on individual claims in excess of $80,000,” in addition to aggregate stop-loss coverage. (Id.) The parties have not explained the function of stop-loss insurance, but the court understands it to be a form of insurance that protects self-insured employers from paying extremely high value or catastrophic claims filed by their employees.4 At some later point, Plaintiff concluded that the “Plan with Paradigm” was “not meeting Plaintiff’s expectations” (in ways not described in the complaint) and decided to cancel the Paradigm policy. (Id. ¶ 15.) Plaintiff does not say when the decision was made, but the complaint alleges that cancellation became effective on January 31, 2021. (Id.) The cancellation did not discharge all of Paradigm’s obligations, however—under the terms of its agreement with Plaintiff, Paradigm was required to administer benefits that were “incurred” while the plan was still active, but were not paid prior to the termination date. (Id. ¶ 16.) The parties refer to this period as the “Run Out Period.” (Id.) At an unidentified time prior to the cancellation becoming effective, Defendants contacted Plaintiff and advised that Plaintiff “was required to fund $1,500,000 with Paradigm for the Run Out Period before January 31, 2021.” (Id. ¶ 17.) As best the court can determine, the payment was required by the following language in Plaintiff’s contract with Paradigm: Upon early termination of this Agreement, the Client will be held liable for the fees associated with administering the defined run out period which will commence at the termination of this policy . . . Client will be liable for funding such fees prior to the administration of the agreed upon runout period between Paradigm Health

4 “‘Stop-loss insurance’ is generally defined as coverage to self-funded plans above a certain level of risk absorbed by the plan, and it provides protection to the plan, not to the plan's participants or beneficiaries, against benefits payments over the specified level, called the ‘attachment point.’” 1 COUCH ON INS. § 1:5 (3d ed. 2026). Plans and the Client. Client shall also be held liable to provide sufficient funding coverage for claim funding during this period.

(Client Services Agreement [44-1] at 10.) Defendants represented that this amount would be refunded to Plaintiff once “stop loss claims were paid,” evidently by the stop loss insurer. (Id. ¶ 23.) The complaint is less than illuminating concerning the reason for this payment, but the court assumes the money was intended as a refundable deposit of funds to be used by Paradigm for payment of any claims for benefits against Plaintiff’s self-funded insurance made during the Run Out Period. Because not all of this money would be used by Paradigm to pay claims—and because a portion of the claims would be paid by the stop loss insurer—the leftover portion would then be refunded to Plaintiff. Acting on the representation of Defendants, Plaintiff paid Paradigm the $1.5 million payment on January 26, 2021. (Id. ¶ 18.) But unbeknownst to Plaintiff, the stop loss insurer had already paid $1,455,054.49 to fund the Run Out Period, evidently meaning that Plaintiff actually owed Paradigm far less money than Defendants had directed Plaintiff to pay. (Id.

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SW Financial Services Co. v. The Cornerstone Insurance Group, LLC, AssuredPartners Cornerstone, LLC, (N.D. Ill. 2026).

SW Financial Services Co. v. The Cornerstone Insurance Group, LLC, AssuredPartners Cornerstone, LLC (SW Financial Services Co. v. The Cornerstone Insurance Group, LLC, AssuredPartners Cornerstone, LLC) — published by Counsel Stack Legal Research, free access to 12M+ legal documents.

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